Highland Lakes Vacation Packages

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Top Holiday Package Deals in Highland Lakes

Price found within the past 48 hours. Click for updated prices.
The Springs Condominiums by Vail Resorts

The Springs Condominiums by Vail Resorts

4 out of 5
River Run
Price was CA $2,052, price is now CA $1,416 per person
CA $1,416
per person
Jan 13 - Jan 18
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Denver (DEN)
7.8/10 Good! (16 reviews)
Great family oriented resort. The kids loved the pool and slide. We appreciated the on-site BBQ. We'll definitely be back for more.

Reviewed on Jun 30, 2026

Bluegreen Vacations Streamside at Vail, an Ascend Collection Resort

Bluegreen Vacations Streamside at Vail, an Ascend Collection Resort

4.5 out of 5
West Vail
Save 100% on your flight
Price was CA $4,756, price is now CA $3,449 per person
CA $3,449
per person
Dec 28 - Jan 3
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Denver (DEN)
9/10 Wonderful! (113 reviews)

Timbers & Lone Eagle by Vail Resorts

Timbers & Lone Eagle by Vail Resorts

4 out of 5
River Run
Price was CA $2,625, price is now CA $1,920 per person
CA $1,920
per person
Jan 13 - Jan 18
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Denver (DEN)
9.2/10 Wonderful! (66 reviews)

Hotel Jerome, Auberge Collection

Hotel Jerome, Auberge Collection

5 out of 5
Downtown Aspen
Price was CA $7,387, price is now CA $5,440 per person
CA $5,440
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Denver (DEN)
9.6/10 Exceptional! (487 reviews)
This lived up to what i had heard. The staff was incredible; the breakfast was top-notch, and the massages were super enjoyable. Great getaway

Reviewed on Oct 18, 2026

Ski Tip Lodge, A Vail Resorts Property

Ski Tip Lodge, A Vail Resorts Property

3.5 out of 5
East Keystone
Price was CA $1,928, price is now CA $1,447 per person
CA $1,447
per person
Jan 13 - Jan 18
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Denver (DEN)
9/10 Wonderful! (137 reviews)
Food is the attraction, whether the 4 course pre fixe dinner or breakfast.

Reviewed on Aug 30, 2026

Where to stay in Highland Lakes

Find the best Highland Lakes areas and neighborhoods for the activities you enjoy most. Learn more about Highland Lakes
A modern architectural building with a unique geometric design, situated on a grassy slope with a clear blue sky in the background.

Central Colorado Springs

1 out of top 10 points of interest in this area

While visiting Central Colorado Springs, you might make a stop by sights like U.S. Olympic & Paralympic Training Center and Pikes Peak Center.

Find hotels in Central Colorado Springs

Highland Lakes Hotel Deals

Chamonix Casino Resort

Chamonix Casino Resort

4.5 out of 5
201 E Bennett Ave Cripple Creek CO
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Oct 27 to Oct 28
CA $153
CA $213 total
Oct 27 - Oct 28
includes taxes & fees
8.8/10 Excellent! (1,475 reviews)
"Beautiful hotel lobby with multiple fireplaces and comfy couches, nicely decorated room, comfy bed, quiet, easy parking in the free attached parking garage. Stayed here and walked less than a block to the Butte Theater for a great melodrama. We would definitely stay here again!"

Reviewed on Oct 25, 2026

Chamonix Casino Resort
Manitou Pikes Peak Hotel

Manitou Pikes Peak Hotel

2.5 out of 5
45 Manitou Ave Manitou Springs CO
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Nov 4 to Nov 5
CA $121
CA $134 total
Nov 4 - Nov 5
includes taxes & fees
Manitou Pikes Peak Hotel
Garden of the Gods Resort and Club

Garden of the Gods Resort and Club

4.5 out of 5
3320 Mesa Rd Colorado Springs CO
Fully refundableReserve now, pay when you stay
The price is CA $364 per night from Nov 24 to Nov 25
CA $364
CA $545 total
Nov 24 - Nov 25
includes taxes & fees
Garden of the Gods Resort and Club
See all 1,326 properties in Highland Lakes
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Highland Lakes vacation package cost?
Chart your own course with our Highland Lakes vacation packages, which start from a low CA $1,416. Pick the hotels and flights that suit your plans. Then, add on one or two tours or activities for an incredible adventure.
How do I get a cheap travel package to Highland Lakes?
Crafting your own Highland Lakes vacation package with Expedia is a smart way to save. We have more than 550 air carriers and 1,000,000 hotel options around the world. With such an amazing range to pick from, you'll have no hassles creating your next dream escape.
How far in advance should I book my Highland Lakes vacation?
To bag cheap prices, book nice and early. Air carriers generally start selling tickets, along with some of the lowest fares, up to 12 months in advance. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you were hoping for a last-minute getaway to Highland Lakes, there are always lots of great deals to be had on Expedia. Book your escape today!
What does an Expedia Highland Lakes travel package include?
That depends on what type of escape you want to have. Highland Lakes vacation deals can include hotels, car rentals and flights. You can mix and match to find the package that suits your budget and style. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Highland Lakes travel package?
A package can be more affordable than separately booking everything you need for your adventure. For example, bundle your flights, hotels and rental cars and score impressive savings. Whatever your vacation plans, you're sure to find a package within your budget.
Can I choose my airline with a Highland Lakes Expedia vacation package?
You sure can. We have more than 550 partner airlines worldwide, so pick the carrier that best fits your travel preferences.
If I'm not able to travel, can I cancel my Highland Lakes vacation package?
Whether it's your hotel or flight, you can cancel or amend it. Booked your Highland Lakes vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We're here to help you each step of the way.

Things to do

COG Railway

Pikes Peak E-Golf Cart Historic Tour of Manitou Springs

CA $90
per adult
Pikes Peak E-Golf Cart Historic Tour of Manitou Springs
1 Hour Walk In Axe Throwing Experience Colorado Springs

1-Hour Walk In Axe Throwing Experience Colorado Springs

CA $52
per adult
98% of travellers recommend
1-Hour Walk In Axe Throwing Experience Colorado Springs
Colorado Springs: Original Downtown Food Walking Tour

Colorado Springs: Original Downtown Food Walking Tour

CA $132
per adult
100% of travellers recommend
Colorado Springs: Original Downtown Food Walking Tour
See all activities in Colorado Springs
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.